Synthesis, Resolution, and Applications of 1, 16-Dihydroxytetraphenylene as a Novel Building Block in Molecular Recognition and Assembly1

JF Wen, W Hong, K Yuan, TCW Mak…

Index: Wen, Jian-Feng; Hong, Wei; Yuan, Ke; Mak, Thomas C. W.; Wong, Henry N. C. Journal of Organic Chemistry, 2003 , vol. 68, # 23 p. 8918 - 8931

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Citation Number: 54

Abstract

This paper concerns the synthesis of 1, 16-dihydroxytetraphenylene (DHTP)(2) by employing a novel NBS bromination route.(±)-DHTP 2 was successfully resolved into its optical antipodes and converted to (±)-1, 16-bis (diphenylphosphino) tetraphenylene (BPTP)(26), whose platinum complex BPTP-PtCl2 (27) was also obtained. As a hydrogen bond donor, racemic and optically active DHTP 2 was allowed to assemble with 4, 4'- ...